Structure of seven new vibsane-type diterpenoids from Viburnum awabuki

被引:13
|
作者
Kubo, Miwa [1 ]
Nakai, Megumi [1 ]
Harada, Kenichi [1 ]
Fukuyama, Yoshiyasu [1 ]
机构
[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, 180 Yamashiro Cho, Tokushima, Tokushima 7708514, Japan
关键词
Viburnum awabuki; Caplifoliaceae; Vibsane-type diterpenoid; Neurite outgrowth-promoting activity; PC12; cells; BIOLOGICAL-ACTIVITIES; DERIVATIVES;
D O I
10.1016/j.tet.2019.02.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Seven new vibsane-type diterpenoids, 6-O-methyl-6,7-dihydroxyvibsanin B (1), 4-hydroxyvibsanin A (2), 14(R*),15-epoxyneovibsanin B (3), 14(S*),15-epoxyneovibsanin B (4), (8Z)-neovibsanin B (5), 18-O-methylvibsanin C (6), and (8Z)-vibsanin E (7), have been isolated from the leaves of Viburnum awabuki. Their structures have been elucidated by molecular mechanics 2 (MM2) calculations and comparison of the spectroscopic data, including C-13 NMR data, with those of previously known compounds. Moreover, neovibsane-type diterpenoids 3, 4, and 5 enhanced the neurite outgrowth of NGF-mediated PC12 cells at a concentration of 40 mu M. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2379 / 2384
页数:6
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